Search Hotels with Pool in Middlesboro
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18 Sep - 19 SepTomorrow
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18 Sep - 20 SepNext weekend
25 Sep - 27 SepOur top choices for Middlesboro hotels with a pool
1. Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHGMiddlesboro
- Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
฿4,644
฿5,120 total
includes taxes & fees
27 Sept - 28 Sept
2. Suburban Studios Middlesboro
Suburban Studios MiddlesboroMiddlesboro
- Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
฿2,606
฿2,873 total
includes taxes & fees
18 Oct - 19 Oct
3. Econo Lodge Middlesboro
Econo Lodge MiddlesboroMiddlesboro
- Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
฿2,977
฿3,282 total
includes taxes & fees
27 Sept - 28 Sept
4. Boone Trail Inn
Boone Trail InnMiddlesboro
- Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
฿2,703
฿3,567 total
includes taxes & fees
29 Sept - 30 Sept
5. Pine Mountain State Resort Park
Pine Mountain State Resort ParkPineville
- Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
฿3,459
฿3,814 total
includes taxes & fees
20 Sept - 21 Sept
6. Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHGWilliamsburg
- Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
฿3,794
฿4,223 total
includes taxes & fees
27 Sept - 28 Sept
7. Quality Inn
Quality InnBarbourville
- Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
฿3,394
฿3,850 total
includes taxes & fees
18 Oct - 19 Oct
8. Woodlake Lodge Golf and Country Club
Woodlake Lodge Golf and Country ClubTazewell
- Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
฿5,325
฿5,977 total
includes taxes & fees
18 Oct - 19 Oct
Top Middlesboro Hotel Reviews
Holiday Inn Express Middlesboro by IHG
10/10 Excellent
"We had a wonderful stay at the Holiday Inn Express in Middlesboro, KY. The staff truly made our visit special—they were incredibly pleasant, helpful, and always made sure all of our needs were met. Every single day, we were greeted with warm smiles and friendly faces. They even went out of their way to give us excellent local recommendations for dinner. Their outstanding customer service made us feel right at home. We highly recommend this hotel to anyone visiting the area!"
Pine Mountain State Resort Park
8/10 Good
"Hello The room was clean the balcony was awesome. Needed to have a small frig in the room that was disappointing, and the children running on the second floor was challenging at 6 am. but other than that we enjoyed out stay The pool was excellent."